Hydrochloric Acid → 3-Hydroxy-4-(morpholin-4-yl)benzaldehyde

HRID 1985827Notes

Reaction equation

HRID 1985827 reaction equation
COC[O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)[CH:8]=[O:9].Cl.C(=O)([O-])O.[Na+]>CO>[OH:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)[CH:8]=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 23143871HCID 23143871, compound

Product 1

HCID 231438573-Hydroxy-4-(morpholin-4-yl)benzaldehydeYield 100.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

3-Methoxymethoxy-4-(morpholin-4-yl)benzaldehyde (0.35 g) was dissolved in methanol (10 mL). To the mixture was added 2 mol/L hydrochloric acid (5 mL), and the mixture was stirred at 60° C. for 18 hours. To the reaction mixture was added a saturated aqueous sodium hydrogen carbonate solution, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (0.29 g).

Workup

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-6610296c28404b6ba014ea4adeef3aa5
Source dataset
uspto-grants-2009_06
Patent number
US07547680B2

Reaction notes

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